Sunset Cruise
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Sunset Cruise

Celebrating the magnificence of an island sunset is a long honored tradition here in Key West. One of the main objectives of a Sunset Sail is to sail out of Key West Harbor in order to get a totally unobstructed view of the setting sun casting brilliant colors through the sky and onto the crystal clear Key West waters.

All of these vessels are available for Private charter
Call Chuck in Key West @ 305.942.6571

Western Union Sunset Sail Western Union Sunset Sail
There is nothing in the world like a Key West sunset. Folks from every corner of the earth flock each day to watch in wonder as the sun makes its dramatic departure into the horizon. The Schooner Western Union Maritime Museum offers a majestic Sunset Sail allowing guests to enjoy this glorious event on board the most historically significant tall ship in Key West. We set sail one hour before sunset, coast past the world-famous Mallory Square Sunset celebration and into the tranquil waters of the Atlantic Ocean. You will get to taste the authentic flavor of the island with some fresh conch chowder and key lime dessert and unwind with a cool beverage as the award winning crew transports you to the ideal spot to see the sunset. Soft waves lap against the ship, while the fiery sun slowly disappearing from view takes your breath away.  
Adult $55 | Child (5-12) $25 | Child (under 5) FREE
Appledore Sunset Sail Appledore Sunset Sail
The perfect way to end the day and start the night. Sail past the sunset celebration at Mallory Square and out through the surrounding islands on board the beautiful 86' Schooner Appledore for an unobstructed view of the legendary Key West sunset.

Savor the warm breezes & a spectacular Key West Sunset and FREE Premium beer, wine, Champagne, Sangria, soft drinks, and a cheese platter, featuring internationally renowned Chanty Man Geoff Kaufman.

Sundays, Mondays, Tuesdays, Thursdays and Fridays from December thru May.
Adult $45 | 1-12 $22.50 | Under 1 FREE
November through May...Usually
Sunset Wind & Wine Sail Sunset Wind & Wine Sail
Welcome Aboard our spectacular Wind & Wine sunset sail! This evening we will be serving a special selection of wines from various regions around the globe. We are currently featuring wines from the United States as well as France, Italy, Australia and New Zealand! Sit back, relax, and enjoy the wind, the water, and the wines...This is a more upscale sunset sail that caters to those people who are not looking to be on a boat with 120 people and really enjoy fine wines. On this trip we take a max of 23 people. We offer a variety of fine wines from around the world and an excellent beer selection. We offer a cheese tray, cracker tray, fruits, vegetables and chocolates.  
Adult $70 | 4-12 $45 | Under 4 FREE
Sebago Champagne Sunset Sail Sebago Champagne Sunset Sail
The sun setting over the water of the southernmost point of the U.S. is a spectacular sight! Experience it for yourself while sailing Key West's historic harbor and viewing the Mallory Square sunset celebration from the comfort of one of our beautiful, spacious catamarans. The Champagne Sunset Cruise includes free Champagne, Beer, Wine, and Soft Drinks.  
Adult $39 | Child (under 13) $19.50